If it was definitely more than twelve months between the date the money was lent and the date the bankruptcy was filed, the Trustee would likely only be able to clawback the money lent under Section 548 of the Bankruptcy Code, Fraudulent transfers and obligations.
Section 548 provides that the Trustee may avoid a transfer that was made within 2 years of the bankruptcy filing date, if:
(a)(1)(A) the transfer was made with "actual intent to hinder, delay, or defraud" [actual fraud]
(a)(1)(B) the transfer was made at a time when the debtor was insolvent or became insolvent because of the transfer, and the debtor received less than "reasonably equivalent value" in exchange for the transfer; OR the transfer was made to or for the benefit of an insider (an "insider" is defined elsewhere in the Code as a relative of the debtor or of a general partner of the debtor, if the debtor is an individual) [constructive fraud].
(Under (a)(1)(B), note that no intention to defraud is necessary).
In the 43 states that have adopted the Uniform Fraudulent Transfer Act, the Trustee may also be able to file parallel state law claims in order to extend the potential lookback period to four years rather than two.